Sodium Cyanide → 2-[2-Methoxy-3-(3-chlorophenoxy)phenyl]acetonitrile

HRID 1164012Notes

Reaction equation

HRID 1164012 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH2:9]Br)=[CH:7][CH:6]=[CH:5][C:4]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=1.[C-:19]#[N:20].[Na+]>CS(C)=O>[CH3:1][O:2][C:3]1[C:4]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)=[CH:5][CH:6]=[CH:7][C:8]=1[CH2:9][C:19]#[N:20]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 20513502HCID 20513502, compound

Product 1

HCID 205134902-[2-Methoxy-3-(3-chlorophenoxy)phenyl]acetonitrileYield 98.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 3-chlorophenyl 2-methoxy-3-bromomethylphenyl ether (20 g) in dimethyl sulfoxide (50 ml) and powdered sodium cyanide (3 g) were treated in a similar manner to that of Example 5-(4) to give oily 2-[2-methoxy-3-(3-chlorophenoxy)phenyl]acetonitrile (16.4 g).

Sources & evidence

ORD record
ord-4be2251b8bac417594227322f45d4e5c
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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